KEGG PATHWAY: ase00523

PATHWAY: ase00523

Entry

ase00523                    Pathway

Name

Polyketide sugar unit biosynthesis - Actinoplanes sp. SE50/110

Class

Metabolism; Metabolism of terpenoids and polyketides

Pathway map

ase00523

Polyketide sugar unit biosynthesis

Module

ase_M00793

dTDP-L-Rha biosynthesis, Glc-1P => dTDP-L-Rha [PATH:ase00523]

Organism

Actinoplanes sp. SE50/110 [GN:ase]

Gene

ACPL_3095

rmlD; dTDP-4-dehydrorhamnose reductase [KO:K00067] [EC:1.1.1.133]

ACPL_3096

rmlB; dTDP-glucose 4,6-dehydratase [KO:K01710] [EC:4.2.1.46]

ACPL_3097

[KO:K00973] [EC:2.7.7.24]

ACPL_3098

rmlC; dTDP-4-dehydrorhamnose 3,5-epimerase [KO:K01790] [EC:5.1.3.13]

ACPL_3183

[KO:K00067] [EC:1.1.1.133]

ACPL_3681

acbB; dTDP-glucose 4,6-dehydratase [KO:K01710] [EC:4.2.1.46]

ACPL_3682

acbA; glucose-1-phosphate thymidylyltransferase [KO:K00973] [EC:2.7.7.24]

ACPL_4291

[KO:K00067] [EC:1.1.1.133]

ACPL_4710

[KO:K17947] [EC:5.1.3.25]

Compound

C00103

D-Glucose 1-phosphate

C00688

dTDP-4-dehydro-beta-L-rhamnose

C00842

dTDP-glucose

C03187

dTDP-6-deoxy-beta-L-talose

C03319

dTDP-L-rhamnose

C04268

dTDP-4-amino-4,6-dideoxy-D-glucose

C06017

dTDP-D-glucuronate

C06620

dTDP-3,4-dioxo-2,6-dideoxy-D-glucose

C07277

dTDP-D-fucose

C11447

dTDP-4-dimethylamino-4,6-dideoxy-5-C-methyl-D-allose

C11460

dTDP-4-oxo-5-C-methyl-L-rhamnose

C11461

dTDP-4-amino-4,6-dideoxy-5-C-methyl-D-allose

C11907

dTDP-4-oxo-6-deoxy-D-glucose

C11908

3,6-Dideoxy-3-oxo-dTDP-D-glucose

C11909

dTDP-3-oxo-4,6-dideoxy-D-glucose

C11910

dTDP-3-amino-3,4,6-trideoxy-D-glucose

C11911

dTDP-D-desosamine

C11912

dTDP-6-deoxy-D-allose

C11915

dTDP-3-methyl-4-oxo-2,6-dideoxy-L-allose

C11916

dTDP-L-mycarose

C11918

Maltol

C11919

dTDP-L-megosamine

C11920

dTDP-L-olivose

C11921

dTDP-L-oleandrose

C11922

dTDP-4-oxo-2,6-dideoxy-D-glucose

C11925

dTDP-3-amino-3,6-dideoxy-D-glucose

C11926

dTDP-4-oxo-6-deoxy-D-allose

C11927

dTDP-4-oxo-2,6-dideoxy-L-mannose

C11928

dTDP-4-oxo-2,6-dideoxy-D-allose

C11933

dTDP-D-mycaminose

C12318

dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose

C12481

dTDP-5-dimethyl-L-lyxose

C18029

dTDP-3-oxo-2,6-dideoxy-D-glucose

C18030

dTDP-2,6-dideoxy-D-kanosamine

C18031

dTDP-D-angolosamine

C18032

dTDP-4-oxo-2,3,6-trideoxy-D-glucose

C18033

dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose

C18034

dTDP-D-forosamine

C18035

dTDP-3-methyl-4-oxo-2,6-dideoxy-D-glucose

C19947

dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose

C19948

dTDP-3-dimethylamino-3,6-dideoxy-alpha-D-galactopyranose

C19960

dTDP-3-dehydro-6-deoxy-alpha-D-galactopyranose

C20156

dTDP-3-acetamido-3,6-dideoxy-alpha-D-galactopyranose

C20682

dTDP-alpha-D-fucofuranose

C21071

dTDP-3-O-methyl-4-oxo-2,6-dideoxy-L-mannose

C21073

dTDP-3-N,N-dimethylamino-2,3,6-trideoxy-4-keto-D-glucose

C21074

dTDP-3-N,N-dimethylamino-4-oxo-2,3,6-trideoxy-L-allose

C21348

dTDP-4-hydroxyamino-4,6-dideoxy-alpha-D-glucose

C21349

dTDP-4-deoxy-4-thio-alpha-D-digitoxose

C21350

dTDP-3-O-methyl-beta-L-rhamnose

C21351

dTDP-4-oxo-alpha-D-xylose

C21352

dTDP-4-oxo-2-deoxy-alpha-D-pentos-2-ene

C21353

dTDP-4-oxo-2-deoxy-beta-L-xylose

C21354

dTDP-4-amino-2,4-dideoxy-beta-L-xylose

C21355

dTDP-4-methylamino-2,4-dideoxy-beta-L-xylose

C21356

dTDP-4-ethylamino-3-O-methyl-2,4-dideoxy-L-threo-pentopyranose

C21362

dTDP-3-methyl-4-oxo-alpha-D-ribopyranose

C21363

dTDP-madurosamine

Reference

PMID:11336289

Authors

Rawlings BJ.

Title

Type I polyketide biosynthesis in bacteria (Part A--erythromycin biosynthesis).

Journal

Nat Prod Rep 18:190-227 (2001)
DOI:10.1039/b009329g

Reference

PMID:11476481

Authors

Rawlings BJ.

Title

Type I polyketide biosynthesis in bacteria (part B).

Journal

Nat Prod Rep 18:231-81 (2001)
DOI:10.1039/B100191O

Reference

PMID:11451669

Authors

Wohlert S, Lomovskaya N, Kulowski K, Fonstein L, Occi JL, Gewain KM, MacNeil DJ, Hutchinson CR

Title

Insights about the biosynthesis of the avermectin deoxysugar L-oleandrose through heterologous expression of Streptomyces avermitilis deoxysugar genes in Streptomyces lividans.

Journal

Chem Biol 8:681-700 (2001)
DOI:10.1016/S1074-5521(01)00043-6

Reference

PMID:10658660

Authors

Bate N, Butler AR, Smith IP, Cundliffe E

Title

The mycarose-biosynthetic genes of Streptomyces fradiae, producer of tylosin.

Journal

Microbiology 146 ( Pt 1):139-46 (2000)
DOI:10.1099/00221287-146-1-139

Reference

PMID:11553351

Authors

Amann S, Drager G, Rupprath C, Kirschning A, Elling L

Title

(Chemo)enzymatic synthesis of dTDP-activated 2,6-dideoxysugars as building blocks of polyketide antibiotics.

Journal

Carbohydr Res 335:23-32 (2001)
DOI:10.1016/S0008-6215(01)00195-1

Reference

PMID:17460661

Authors

Thibodeaux CJ, Melancon CE, Liu HW

Title

Unusual sugar biosynthesis and natural product glycodiversification.

Journal

Nature 446:1008-16 (2007)
DOI:10.1038/nature05814

Reference

PMID:10972798

Authors

Volchegursky Y, Hu Z, Katz L, McDaniel R

Title

Biosynthesis of the anti-parasitic agent megalomicin: transformation of erythromycin to megalomicin in Saccharopolyspora erythraea.

Journal

Mol Microbiol 37:752-62 (2000)
DOI:10.1046/j.1365-2958.2000.02059.x

Reference

Authors

Mironov VA, Sergienko OV, Nastasiak IN, Danilenko VN.

Title

Biogenesis and regulation of biosynthesis of erythromycins in Saccharopolyspora.

Journal

Appl Biochem Microbiol 40:531-541 (2004)
DOI:10.1023/B:ABIM.0000046985.66328.7a

Reference

PMID:16514445

Authors

Tello M, Jakimowicz P, Errey JC, Freel Meyers CL, Walsh CT, Buttner MJ, Lawson DM, Field RA

Title

Characterisation of Streptomyces spheroides NovW and revision of its functional assignment to a dTDP-6-deoxy-D-xylo-4-hexulose 3-epimerase.

Journal

Chem Commun (Camb) 1079-81 (2006)
DOI:10.1039/b515763c

Reference

PMID:15984840

Authors

Takahashi H, Liu YN, Chen H, Liu HW

Title

Biosynthesis of TDP-l-mycarose: the specificity of a single enzyme governs the outcome of the pathway.

Journal

J Am Chem Soc 127:9340-1 (2005)
DOI:10.1021/ja051409x

Reference

PMID:10770761

Authors

Aguirrezabalaga I, Olano C, Allende N, Rodriguez L, Brana AF, Mendez C, Salas JA

Title

Identification and expression of genes involved in biosynthesis of L-oleandrose and its intermediate L-olivose in the oleandomycin producer Streptomyces antibioticus.

Journal

Antimicrob Agents Chemother 44:1266-75 (2000)
DOI:10.1128/AAC.44.5.1266-1275.2000

Reference

PMID:11514520

Authors

Rodriguez L, Rodriguez D, Olano C, Brana AF, Mendez C, Salas JA

Title

Functional analysis of OleY L-oleandrosyl 3-O-methyltransferase of the oleandomycin biosynthetic pathway in Streptomyces antibioticus.

Journal

J Bacteriol 183:5358-63 (2001)
DOI:10.1128/JB.183.18.5358-5363.2001

Reference

PMID:20418422

Authors

Useglio M, Peiru S, Rodriguez E, Labadie GR, Carney JR, Gramajo H

Title

TDP-L-megosamine biosynthesis pathway elucidation and megalomicin a production in Escherichia coli.

Journal

Appl Environ Microbiol 76:3869-77 (2010)
DOI:10.1128/AEM.03083-09

Reference

PMID:12183628

Authors

Liu W, Christenson SD, Standage S, Shen B

Title

Biosynthesis of the enediyne antitumor antibiotic C-1027.

Journal

Science 297:1170-3 (2002)
DOI:10.1126/science.1072110

Reference

PMID:17918933

Authors

Van Lanen SG, Oh TJ, Liu W, Wendt-Pienkowski E, Shen B

Title

Characterization of the maduropeptin biosynthetic gene cluster from Actinomadura madurae ATCC 39144 supporting a unifying paradigm for enediyne biosynthesis.

Journal

J Am Chem Soc 129:13082-94 (2007)
DOI:10.1021/ja073275o

Reference

PMID:16873021

Authors

Gao Q, Zhang C, Blanchard S, Thorson JS

Title

Deciphering indolocarbazole and enediyne aminodideoxypentose biosynthesis through comparative genomics: insights from the AT2433 biosynthetic locus.

Journal

Chem Biol 13:733-43 (2006)
DOI:10.1016/j.chembiol.2006.05.009

Reference

PMID:18807197